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Diethanolamine, Diolamine, DEA, 111-42-2

Diethanolamine, Diolamine, DEA, 111-42-2

DIETHANOLAMINE (DEA)

CAS 111-42-2 | C₄H₁₁NO₂

SECTION 1: PRODUCT IDENTITY AND DEFINITION

Parameter Description
Product Name Diethanolamine
Other Names DEA, Diolamine, 2,2'-Iminodiethanol, 2,2'-Dihydroxydiethylamine, Bis(beta-hydroxyethyl)amine, Dethanolomine
Chemical Formula C₄H₁₁NO₂
Molecular Weight 105.14 g/mol
CAS Number 111-42-2
EC Number (EINECS) 203-868-0
Chemical Class Amino Alcohol / Alkanolamine
Appearance Viscous Liquid or Low Melting Solid (colorless to pale yellow)
Odor Mild ammoniacal, faint fishy odor
Source Synthetic (Reaction of Ethylene Oxide with Ammonia)

Description: Diethanolamine (DEA) is a secondary amino alcohol belonging to the ethanolamine family. It is a colorless to pale yellow viscous liquid or low melting solid at room temperature (melting point ~28°C). It is highly hygroscopic and miscible with water, alcohol, and acetone. DEA is widely used as a gas purifying agent, corrosion inhibitor, emulsifier, lubricant, and organic synthesis intermediate. It is also employed in cosmetics, pharmaceuticals, textiles, and the production of surfactants, herbicides, and morpholine.

SECTION 2: SYNONYMS AND OTHER NAMES

No Synonym / Other Name
1 Diethanolamine
2 DEA
3 Diolamine
4 2,2'-Iminodiethanol
5 2,2'-Dihydroxydiethylamine
6 Bis(beta-hydroxyethyl)amine
7 Dethanolomine
8 111-42-2
9 EC 203-868-0
10 Iminodiethanol

SECTION 3: CHEMICAL STRUCTURE AND PROPERTIES

Parameter Description
Chemical Family Amino Alcohol / Alkanolamine
Structure Secondary amine with two hydroxyethyl groups
Functional Groups Secondary Amine (-NH-), Two Primary Alcohols (-OH)
Basicity Weak base (pKa 8.88)
Hygroscopicity High (absorbs moisture and CO₂ from air)

Structural Formula:

    HO - CH₂ - CH₂ - NH - CH₂ - CH₂ - OH

    2,2'-Iminodiethanol (Diethanolamine)

Key Characteristics:

  • Viscous liquid or low melting crystalline solid

  • Highly hygroscopic

  • Miscible with water and polar organic solvents

  • Weak base with excellent acid gas absorption properties

  • Reacts with acids to form salts and with fatty acids to form amides/esters

  • Absorbs carbon dioxide and hydrogen sulfide from gas streams

  • Biodegradable

SECTION 4: PHYSICAL AND CHEMICAL PROPERTIES

Parameter Specification Typical Value Test Method
Physical State (25°C) Viscous Liquid / Low Melting Solid - Visual
Appearance Colorless – Pale Yellow - Visual
Odor Mild ammoniacal, faint fishy - Organoleptic
Chemical Formula C₄H₁₁NO₂ - -
Molecular Weight 105.14 g/mol - -
CAS Number 111-42-2 - -
Density (25°C) ~1.097 g/mL - ASTM D4052
Melting Point ~28 °C - DSC
Boiling Point 217 °C (150 mmHg) - ASTM D86
Flash Point > 137 °C (280°F) - ASTM D93
Vapor Pressure < 0.98 atm (100°C) - -
Vapor Density 3.6 (vs air) - -
Refractive Index (n²⁰/D) ~1.477 - ASTM D1218
pH (1M in H₂O, 25°C) 11.0 – 12.0 - USP <791>
pKa 8.88 (at 25°C) - -
Water Solubility Fully miscible - -
Ethanol Solubility Fully miscible - -
Acetone Solubility Fully miscible - -
Benzene Solubility (25°C) 4.2% - -
Ether Solubility (25°C) 0.8% - -
Carbon Tetrachloride Solubility < 0.1% - -
Color (APHA) ≤ 15 - ASTM D1209
Purity ≥ 99.0% - GC
Water Content ≤ 0.3% - Karl Fischer
Explosive Limit (Lower) 1.6% (V) - -
Explosive Limit (Upper) 10.6% (V) - -
Autoignition Temperature 689 °F (~365°C) - -
RTECS Number KL2975000 - -
HS Code 29221200 - -

SECTION 5: REACTIVITY AND STABILITY

Parameter Description
Stability Stable under normal conditions
Hygroscopicity Highly hygroscopic; absorbs moisture and CO₂ from air
Incompatible Materials Strong acids, strong oxidizing agents, carbon dioxide
Decomposition Products Toxic ammonia and nitrogen oxide fumes (upon combustion)
Polymerization Does not polymerize
Corrosivity Corrosive to aluminum, copper, and zinc
Air Sensitivity Absorbs CO₂ from air, forming carbonates

SECTION 6: APPLICATIONS

Industry Application Function / Benefit
Gas Purification Acid gas absorbent Removes CO₂, H₂S, and SO₂ from natural gas, synthesis gas, and flue gas; used in "Benfield" solution in ammonia plants
Water Treatment Corrosion inhibitor Boiler water treatment, cooling water systems
Automotive Engine coolant Corrosion inhibitor in antifreeze formulations
Metalworking Lubricant Drilling and cutting oils, metalworking fluids
Cosmetics & Personal Care Emulsifier, pH adjuster Shampoos, conditioners, creams, lotions; acts as thickener and foam modifier
Pharmaceuticals Buffer, solvent Pharmaceutical intermediates, buffer solutions, raw material for drug synthesis
Textile Industry Lubricant, wetting agent Fiber softening, dyeing auxiliaries
Agriculture Herbicide intermediate Used in glyphosate production (herbicide)
Organic Synthesis Intermediate Synthesis of surfactants, morpholine, iminodiacetic acid, piperazine, ketoconazole, mechlorethamine hydrochloride
Detergents Surfactant raw material Production of fatty acid alkanolamides; thickener and foam modifier
Urethane Industry Crosslinking agent High-resilience polyurethane foam
Analytical Chemistry Reagent, GC stationary phase Selective retention and separation of alcohols, diols, amines, pyridines, quinoline, piperazine, thiols, thioethers, and water

SECTION 7: PREPARATION METHOD

Synthesis Route:

Diethanolamine is produced by the reaction of ethylene oxide with aqueous ammonia:

C₂H₄O + NH₃ → Monoethanolamine (MEA)
C₂H₄O + MEA → Diethanolamine (DEA)
C₂H₄O + DEA → Triethanolamine (TEA)

Process Steps:

  1. Ethylene oxide and ammonia water are fed to the reactor

  2. Condensation reaction at 30-40°C and 70.9-304 kPa pressure

  3. Formation of a mixture of mono-, di-, and triethanolamine

  4. Dehydration and concentration at 90-120°C

  5. Vacuum distillation to separate the three products by boiling point

  6. Final product purity up to 99%

Alternative Method:

  • Formaldehyde cyanohydrin catalytic hydrogenation (also produces ammonia)

SECTION 8: ADVANTAGES AND BENEFITS

Advantage Description
Excellent Acid Gas Absorption Highly effective for CO₂, H₂S, and SO₂ removal
Versatile Corrosion Inhibition Protects metal surfaces in water treatment and coolant systems
Good Lubricating Properties Reduces friction in metalworking and textile applications
Emulsifying Capability Stabilizes oil-water emulsions in cosmetics and detergents
Hygroscopicity Absorbs moisture; useful in humectant applications
Weak Base Character Forms salts with acids; useful as buffering agent
Reactive Intermediate Key raw material for surfactants, herbicides, morpholine, and pharmaceuticals
Biodegradable Environmentally friendly
Good Solubility Miscible with water and polar organic solvents

SECTION 9: REGULATORY STATUS

Region / Authority Status Description
European Union Permitted REACH registered; restricted in cosmetics (certain uses)
Turkey Permitted Compliant with EU legislation
USA (FDA) Permitted Limited use in food contact applications
Japan Permitted Approved for industrial use
Canada Permitted Health Canada approved
IARC Classification Group 2B Possibly carcinogenic to humans (Vol. 77, 101, 2013)
REACH Registered EU chemical regulation compliance
TSCA Listed US Toxic Substances Control Act
EINECS 203-868-0 European Inventory of Existing Chemical Substances
UN Number 3267 Corrosive liquid, basic, organic, n.o.s.
Packing Group II -

SECTION 10: SAFETY AND TOXICOLOGICAL PROFILE

Parameter Assessment
Acute Oral Toxicity (LD50) 710 – 12,760 mg/kg (rat)
Acute Dermal Toxicity May cause skin irritation
Skin Irritation Irritating; prolonged contact can cause burns
Eye Irritation Severe; can cause serious damage or blindness
Skin Sensitization Low potential
Carcinogenicity IARC Group 2B (possibly carcinogenic to humans)
Mutagenicity Not classified
Reproductive Toxicity Not classified
Inhalation Toxicity Irritating to respiratory tract; high concentrations can cause coughing, headache, nausea, vomiting, coma
Chronic Exposure May cause liver and kidney damage with prolonged exposure
TLV-TWA (ACGIH) 3 ppm (~13 mg/m³)
STEL 30 mg/m³
Biodegradability Readily biodegradable

GHS Classification:

  • R22 – Harmful if swallowed

  • R38 – Irritating to skin

  • R41 – Risk of serious damage to eyes

  • R48/22 – Harmful; danger of serious damage to health by prolonged exposure if swallowed

Safety Recommendations:

  • S26: In case of eye contact, rinse immediately with plenty of water and seek medical advice

  • S36/37/39: Wear suitable protective clothing, gloves, and eye/face protection

  • S46: If swallowed, seek medical advice immediately and show this container or label

  • PPE: Chemical resistant gloves (nitrile/butyl), safety goggles, protective clothing, and respiratory protection

  • Store in a cool, dry, well-ventilated area; separate from acids and oxidizing agents

First Aid Measures:

Exposure Route Action
Inhalation Move to fresh air; administer oxygen if breathing difficulty; seek medical attention
Skin Contact Wash with soap and water; remove contaminated clothing
Eye Contact Rinse with plenty of water for at least 15 minutes; seek medical attention immediately
Ingestion Do not induce vomiting; rinse mouth; seek medical attention immediately

SECTION 11: STORAGE AND SHELF LIFE

Parameter Information
Storage Temperature 15 – 30°C (cool, dry)
Storage Conditions Well-ventilated, moisture-protected area
Container Requirements Sealed containers (stainless steel, carbon steel, or HDPE)
Protect From Moisture, CO₂, heat, strong acids, strong oxidizing agents
Hygroscopicity High (absorbs moisture and CO₂)
Shelf Life 24 – 36 months (under proper storage)
Degradation Signs Color change, crystallization, contamination

Packaging Options:

  • 200 kg carbon steel drums

  • 1,000 kg IBC containers

  • Bulk tanker deliveries

SECTION 12: QUALITY CERTIFICATES AND STANDARDS

Certificate / Standard Status Description
ISO 9001:2015 Certified Quality management system
ISO 14001:2015 Certified Environmental management system
REACH Registered EU chemical regulation compliance
TSCA Listed US Toxic Substances Control Act
EINECS Listed 203-868-0
Certificate of Analysis (COA) Provided with each batch Includes binding specifications
Safety Data Sheet (SDS) Available Current 16-section document
Technical Data Sheet (TDS) Available Comprehensive technical information
GMP Compliant Manufacturing quality standards

SECTION 13: DISCLAIMER AND LEGAL NOTICE

Item Description
Information Purpose This Technical Data Sheet (TDS) is for informational purposes only and does not constitute a binding specification.
Typical Values Values stated herein are based on typical laboratory results and may vary slightly between batches.
Binding Data For binding specifications, the Certificate of Analysis (COA) for each batch should be requested.
User Responsibility The user is solely responsible for determining the suitability of the product for the intended application and ensuring compliance with all applicable regulations.
SDS Requirement A current Safety Data Sheet (SDS) should be requested from the supplier prior to use.
Safety Information Safety information in this document is based on current knowledge but does not constitute a guarantee of the product's health and safety risks.
Regulatory Changes The user is responsible for monitoring local and international regulatory changes.
Product Quality Product quality is guaranteed in accordance with the standards specified in this document.
License / Patents This document does not grant any license or patent rights for use of the product.
Side Effects May cause severe eye damage and skin irritation; appropriate protective measures should be taken. IARC Group 2B classification indicates possible carcinogenicity.

DISCLAIMER (LEGAL NOTICE): This Technical Data Sheet (TDS) is for informational purposes only and does not constitute a binding specification. The values stated herein are based on typical laboratory results. The user is solely responsible for determining the suitability of the product for the intended application and for ensuring compliance with all local regulations. A current Safety Data Sheet (SDS) and Certificate of Analysis (COA) should be requested prior to use. May cause severe eye damage and skin irritation; appropriate protective measures should be taken. IARC Group 2B classification indicates possible carcinogenicity. This document does not grant any license or patent rights for use of the product.

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